My Unexpected First Gay Sex free porn video

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I am a black guy in my mid 30's, divorced and have always known that I was a bisexual. Ive only been with women this entire time. I would jack off to gay porn about once a week but never pursued gay sex or a relationship. It was the summer of 2017 and I received a job offer to move to the Orlando, FL area for a temporary assignment. After a couple of weeks of looking for a place, I decided to move in with a older white woman Tina, a 51 year old mother, and her son Nate, who was 23 years old and still in college. Tina wanted to make a little extra money renting out a room to me and she was only home tuesday through thursday and gone every weekend. They had a really nice, large home that was two story and only Nate and I lived upstairs and shared a bathroom. Right away, Nate and I hit it off becoming gym buddies. Nate went to school 3 times a week and worked at a local club on the weekends. Normally, he wouldn't come home until really late on friday and saturday nights. At first, he had a hot girlfriend name Mandy. She was a total flirt. I would walk around the house with no shirt on and she would give me looks and compliment my body. I would compliment hers also. Nate also had a great body. Within weeks, Mandy and Nate had a nasty breakup and I never saw Mandy again. Nate started to come home drunk. One time I found him passed out on the stairs and had to help him to his room. When we got to his room, he grabbed my cock and said nice one. I didn't think much of it except that he was really drunk. Fast forward a week later to the next saturday, Nate called me stating that he could not drive home and he wanted me to pick him up. I picked him up and bought him home. As I was walking to my room, he said: "are you going to bed already? I was hoping you would chill and watch netflix with me". I immediately agreed. I go and change into some pajamas. When I get to his room, he is shirtless with boxers on laying on the bed halfway under the covers. I lay next to him and bring in 2 beers. We decided on a movie and it played for about 20 min and both of us fell asleep. I woke up and he was completely under me with his ass around my cock. I tried to get up and he grabbed me and starting kissing me. It was a bit rough at first because neither one of us have ever kiss a guy. He had a goatee and I had a beard. We got naked and started grinding on each other. Both of us had pre-cum oozing out of our cocks. I took over and started kissing his chest and sucking on his nimples. He was going crazy. I made my way down to his cock and started sucking him off. I was swallowing every bit of pre-cum that he had. After I scooped his ass in my hands and had inserted my index finger inside of him, he came in my mouth. A very large load. Some of it escaped my mouth and I slurped it back up. Meanwhile, my tongue kept sliding over his cock and his body was shaking. The next morning, it was like nothing had happened. We agreed to wash our cars together in the hot sun. After finishing, I came in and was preparing to get into the shower. He beat me to it and I get a text message from him saying: "Want to join me in the shower?"...I did. It was like we immediately left off where we started the night before. This time shower head was on at full speed, we were laying in the floor of the tub doing 69. He starts eating and fingering my ass and I start to moan. I didn't want to cum yet but I couldnt help myself. He wouldnt stop so I came in his mouth. He swallowed every drop. The following week was pretty normal except now we were texting each other more during the week. I even got a few dick picks while he was at school. Wednesday of that week, I decided to have a talk with him. We talked about being bisexual and how we were attracted to each other. Neither one of us wanted a real relationship. But we both definitely wanted to continue to fuck. He wanted to have a date night with me the following night. So, we went to a Korean bbq joint that we both loved. After that, we went to a movie that served alcohol. By the time the movie was over, we had went through entire bottle of wine and a tub of popcorn. We get home and to no surprise Nate's mom is not home as usual. We barely make it up the stairs without stripping our clothes off. We get to his room which is the closest to the stairs. We aggressively jacking each other off and kissing. We are grabbing each others asses. He then whispered to me: "I want to fuck you tonight". As always, I agreed. He had already bought some lube. All of sudden, I got nervous because I have never done this before. I went and cleaned up a little while he went and made us more drinks. I met him back in his bed naked and lubed up. We started off with our usual foreplay. It became apparent that he was ready to fuck my ass. He found himself between my legs almost in missionary. He started fingering me and telling me how tight I was. He tried to put his cock in my ass and it wouldn't go. I was way too tight. So, we decided to try doggy style with a condom this time so it would go in easier. He slowly slides it in. It hurts me at first but after a while of him slowly fucking me, it was the best sensation. The mix of him grabbing my ass cheeks, spreading them apart and his cock penetrating me was a total turn-on. I told him to fuck me harder and he did. The condom eventually popped off. We go back to fucking missionary and he eventually came inside me. When he came, he whispered in my ear that he was going to cum inside of me. He bit the pillow and screamed as his warm cum went deep inside of me. He slowly took his cock out of me and started sucking his cum out of my ass. As he was doing this, I got so turned on, I started jacking off and came on his face. Now he's sucking my cum and his. We both agreed that the sex we just had was some of the best we have ever had. Over the next couple of months, we would spend the weekend fucking each other. We even went on a "fishing trip" to the keys. Eventually, my assignment expired and I moved back to South Florida. Nate enlisted in the marines and we still talk to this day. We are both still single and plan on meeting in Las Vegas in 4 months hoping to pick up where we left off...

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Hello dear readers… Hope you are ready to be aroused by my new unexpected yet wonderful experience. Not delaying any more… here I start my experience :) I am a male bdw ;) and I am staying with my friends in a house. As many guys have that anxiety about woman and their hidden treasures, I was also curious about them and always wanted to have some fun with woman but never got a chance. So… why am I writing this post? It’s because every one is given a fair chance, I also got mine and that too in...

2 years ago
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First time at a gay bathouse

My first visit to a Gay Bathhouse CindyUSA My home was in one of the Deep South larger cities. It was difficult to find a glory hole at an adult bookstore with viewing booths or other such hangouts for homosexuals. The Baptist Church considered themselves the moral compass of the community controlling the city. The gay community had to be discrete. The County Sheriff regularly raided gay bars and adult bookstores to find the patrons in an inappropriate action that resulting in the closing of...

Gay Male
2 years ago
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My First Gay Time

This describes my one and only gay experience with another man. It is a mixture of fact and fiction, but mostly fact. Many years ago I was staying overnight with a friend at his parents’ house. He had recently told me he was gay. I told him I wasn’t gay but that we could still be good friends. We shared a double bed that night. I had no intention of having sex with him, but things don’t always happen as one intends.As I lay beside Pat, I couldn't help but think about him being gay and me...

1 year ago
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First Time having gay sex Chapter 3 HOT

Background info If you haven't read the first 2 chapters of this story, i think you should to get a better understanding of the situation. But anyway i am a 26 year old masculine bi-sexual black dude, i have fucked 100s of female, but secretly desired men, recently i engaged in gay sex with the guy of my dream. He's tall very very muscular thuggish he looks like a hoodish younger version of Michael Ealy( Ricky From Barber Shop) with baby dread locks. His Name is Jay( as far as i know). He...

2 years ago
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Gay park sex

Hello to all readers of ISS. Let me tell something about me I am Saleem from Hyderabad I am 40 years now. I am proud to be a gay I had my first sex encounter when I was 18 years old with my classmate from that day I am attached to man for sex. On 12th July 2008 I went to public garden in Hyderabad it is known place for gay crushing. After sunset all gays are searching for sex I went behind a tree and took out my pant and waiting to get fucked. 2 guys came near to me I was afraid because for...

Gay Male
2 years ago
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My First Gay Sex

Hey hi.. This is Avinash, from Chennai. I want to share my first experience story here, which i could not share anywhere else. I was studying 9th std at that time. I was born as a nerdy guy. I usually stay indoors and don’t have many friends too. In fact, i don’t know anything other than book(at that time..). All that i know is my parents. I don’t know anything about sex as i don’t have any siblings or friends to talk too. When i was studying one day in our house, when our parents went to...

Gay Male
1 year ago
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Gay sex story my first time

Mason didn’t need to be asked twice. He pulled my Calvin’s down and engulfed my cock in his soft tender lips. He sucked slowly and tenderly, like nothing I had ever felt before. It was good. Real good. Workweek over, we headed to the local bar to welcome in the weekend. Most of the office was there - including Mason. Mason was the same age as me - 24 - and had joined the company about 8 months ago. Although we worked in different sections… it seemed like we were always bumping into each other....

Gay
2 years ago
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The First Gay Guy I Deflowered

This is a first time story about the first gay guy who's anal virginity I had the pleasure of taking.I am bi and had been having gay sex for sometime. I had my first gay sexual experience when I was 18. He was a friend of my girlfriend. She was bi too but we never did a threesome with her gay friend and I. He taught me how to fuck a guy, how to get suck and suck a cock. He never fucked me. I was not fucked for the first time until a few years later. Here is the story of how that happened:It was...

1 year ago
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My first gay road trip

So my best friend growing up was Tim. We had so much fun together, playing sports in class, and hanging out together. I never really thought of Tim any other way other than a friend until we finished college and started our lives. Tim a handsome young man, tall and fit (a swimmer) didn’t seem to have a lot of girl friends in high school. Well he tons of girls that were friends, but not a lot of girlfriends. I didn’t really think anything of it till some friends asked if I thought he might be...

Gay
3 years ago
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First Gay Experience

This is the story about how I realized my bisexuality and my first gay experience.I started to question my sexuality late in high school. I never did anything about it until my freshman year of college. I went to a very small school in New England, and I’m talking small: less than 1,000 students living on campus. So needless to say news traveled fast, as well did rumors. All of that plus the fact I spent my first semester living with two obvious homophobes made even the thought of trying...

2 years ago
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Gay Experience Led To Amazing Straight Sex

This happened during my 2nd year of College in Chennai. I was 19, 5’10 and 60 Kgs. Smart looking student I was. Lived with my parents and twin younger brothers in an apartment in Adyar. This apartment was 4 storeys and we have quite a few tenants. One of them was a couple in the 4th floor, working in MNC IT companies. THe lady’s name is Kavita, worked as HR and she was about 5’4″, 26 yrs, dusky and curvy. Nice breasts, perfect navel and she carried herself well. Lots of guys the apartements...

Gay Male
1 year ago
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First Time in a gay bathouse changed my life

This is AS TOLD TO ME from a friend, it is not me. Although I wouldn't mind dabbling lol!! My first time at a gay bath house or spa! I had for years had an urge for seeing naked men especially ones that had big dicks. I didn’t consider myself gay. I was actually married and I still liked having sexual relations with my wife. I found myself getting turned on when at a nightclub or somewhere in public standing at a urinal and seeing a man that was hung standing there peeing. At times, I would...

1 year ago
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First time going gay

I was in my late twenties, and had a huge circle of friends, mostly male. Everyone was straight, many of the guys having girlfriends or wives. It was a social group too; lots of barbeques, parties and get-togethers; we'd basically use any excuse we could to be together. Sports were a big part of our group; everyone loved the 'Vikes'. I cared about most of the people in our group and I truly enjoyed our time together. I was one of the quieter members of the gang though I wasn't shy. I dated...

2 years ago
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My first time with another gay guy

I guess my first time having gay sex came a lot later than most. I am 45, married and have been for some time. I was away on business and checked into a hotel in Milton Keynes at the last minute. As it turned out the hotel was across the road from a nightclub that openly advertised it was for lesbian, bisexual and gay people. Needless to say I was very curious and a little surprised to find I was turned on by the thought of a gay club and by what I might find.After dinner I decided to visit the...

1 year ago
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A young cross dressers first gay experience

I was just a young boy then, senior in high school, horny as hell and dreaming of my first gay experience since sitting in my sisters red lace thong and white lacy bra and discovering the one porno in the house everyone kept hiding from me. I guess they thought my sisters panty drawer held no interest for me......they were wrong.It had been a great afternoon jacking off in my sisters bra and panties and watching my first porno when it happened, I saw the most beautiful thing ever, Peter north...

1 year ago
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First Gay Experience

It happened totally by chance. I was on a business trip and after a long day in meetings I went in to the bar at the hotel to unwind. I ended up sitting at the bar and started to talk to this black man at the bar. He was a big man with a very nice disposition. I would have guessed him to be in his 50s. We struck up a conversation about my wife and ultimately ended up talking about our sex live. I told him about sharing my wife and my first bi experience. He asked me if I was gay, I told him I...

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